How To Complete Your Fall Look

How To Score The Perfect Fall Kicks For Just $100

It’s time to kick off the flip-flops and ease back into fall with these classic shoes. Summer always seems to go by way too quickly, and these style staples can help bridge the gap between your summer and winter clothes. Fall is the best time to invest in your wardrobe, so now's the perfect time to get prepared with a few key pieces that will help you look pulled together for the season. Whether you’re heading back to school, going out for date night or attending a black tie event, we've got you covered. Stay one step ahead with these classic fall shoes and outfit inspirations.

And after you've read through and perfected your fall outfitting, make sure you do our quiz below to find out what your ideal fall shoe should be!

Tailgate Party Shoe: Adidas Stan Smith Sneaker

Adidas

Dress smart for your tailgate party and wear a pair of Adidas Stan Smith kicks. This classic sneaker is the star of the summer and we think it'll continue to be one of the most popular pair of shoes this fall. For those already in the know, freshen up with a new pair — the whiter, the better.

Tailgate Party Outfit

AG/Topman/Threads for Thought/Herschel Supply Co.

Pair your Stans with AG’s new “Graduate” slim straight cut jeans and plain crewnecks from Topman. Your new favorite slim-fit, zip-front hoodie from Threads for Thought will drive up your style IQ (or StyleQ) and you’ll fit right in with this backpack from Herschel.

Fall Wedding Shoe: 'Reggio' Patent Leather Derby

Calibrate

"Black tie" doesn’t have to mean "tuxedo." Add some shine and class with Calibrate’s patent leather, plain-toe derby shoes. The clean silhouette keeps them looking equal parts formal and stylish. Owning your own shoes will always be more comfortable than a painful pair of rentals and these are well worth the investment.

Fall Wedding Outfit

Ted Baker London/Gitman/David Donahue

Make your own dark suit more wedding appropriate by jazzing it up with some formal accessories. Classic black semiprecious stone cufflinks from David Donahue, a solid black bow tie or this wool check tie from Gitman are the right finishing touches you need to really impress at any wedding you attend this fall. Adding a formal shirt will elevate your look, ensuring that your suit looks dressier than it would for a regular day at the office.

Travel Abroad Shoe: Adidas Superstar Foundation Sneaker

Adidas

You don’t have to sacrifice comfort for style when flying the friendly skies. The iconic Adidas Superstar Foundation Sneaker is recognized worldwide, and for good reason. They can anchor your in-flight outfit and boost your speed as you’re doing some last minute running for the departure gate.

Travel Abroad Outfit

Topman/Imperial Motion/Alexander Wang/RIMOWA

Athleisure wear is designed to move and it's perfect for taking your show on the road. Make all of your connections by pairing your Adidas Superstar Foundation kicks with this rolling carry-on bag from Rimowa. Get comfortable for a long flight in black Denny joggers and this super soft Alexander Wang long sleeve T-shirt, then pull it all together with this Topman camo-printed bomber jacket to help navigate time and climate changes.

Fall Date Night Shoe: 1901 'Torino' Perforated Driving Shoe

1901

Let these 1901 "Torino" perforated driving mocs be your lucky shoes. You’ll impress her without looking stuffy or juvenile with these soft slip-ons, and you should wear them without socks for a relaxed sophisticated vibe.

Fall Date Night Outfit

7 For All Mankind/Ted Baker London/Billy Reid/Acqua di Parma

Start matching your date look from the ground up. Add a pair of jeans in dark wash like these from 7 For All Mankind to your Torinos. Top up with a button-front shirt like this printed short-sleeve version from Ted Baker. The slim-fit will keep it from looking blousy when you layer it under this cotton sport jacket from Billy Reid. Close the deal with a spritz of Acqua di Parma eau de cologne featuring woodsy notes of vetiver, sandalwood and patchouli.

Gym Travel Shoe: Adidas Adilette Slide Sandal

Adidas

Save your sneakers and cleats for the turf. Instead, wear these Adidas Adilette Slide Sandals on your way to and from the gym or basketball court, or pack them in your gym bag for that post-lift shower.

Gym Travel Outfit

Adidas/WeSC

Show off those biceps and triceps in this luxe short-sleeve hoodie from Adidas Originals. These double-knit sweat pants with ClimaCool can regulate heat and moisture to keep you dry, and the Duramo digital watch has a stopwatch and an alarm to keep you from sleeping through a workout, both from Adidas. Pack it all in this old school gym bag from WeSC and you’ll be making some serious gains.

Upscale Tailgate Shoe: Sperry Authentic Original Sarape Boat Shoe

Sperry

Think of the Sperry Authentic Original Sarape Boat Shoe as the captain of the preppy team. Are you headed back to school for homecoming? As distinguished alum, you should up your shoe game with these bright red leather boat shoes and win your reunion.

Upscale Tailgate Outfit

Patagonia/Rag and Bone/Bonobos/Shinola

Take your tailgating kit to the next level by completing your look with these pieces. Ditch the ripped jeans for these straight-fit chinos from Bonobos and pair them with a Rag and Bone standard issue cotton Henley. Roll up your sleeves and show off your Shinola Brakeman watch. Top it off with this Patagonia vest that works for college and beyond if you’re out to impress the student body.